JP2005516757A - オキシ塩素化反応の触媒組成物 - Google Patents
オキシ塩素化反応の触媒組成物 Download PDFInfo
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- 239000003054 catalyst Substances 0.000 title claims abstract description 94
- 239000000203 mixture Substances 0.000 title claims abstract description 68
- 238000006243 chemical reaction Methods 0.000 title claims abstract description 32
- 229910052751 metal Inorganic materials 0.000 claims abstract description 28
- 239000002184 metal Substances 0.000 claims abstract description 28
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000005977 Ethylene Substances 0.000 claims abstract description 26
- 238000000034 method Methods 0.000 claims abstract description 25
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims abstract description 18
- -1 alkaline earth metal salt Chemical class 0.000 claims abstract description 18
- 150000003839 salts Chemical class 0.000 claims abstract description 17
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000000463 material Substances 0.000 claims abstract description 14
- 229910052802 copper Inorganic materials 0.000 claims abstract description 12
- 239000010949 copper Substances 0.000 claims abstract description 12
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 10
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 10
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 9
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052763 palladium Inorganic materials 0.000 claims abstract description 8
- 229910052707 ruthenium Inorganic materials 0.000 claims abstract description 8
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000010931 gold Substances 0.000 claims abstract description 7
- 239000002253 acid Substances 0.000 claims abstract description 6
- 229910052737 gold Inorganic materials 0.000 claims abstract description 6
- 229910052741 iridium Inorganic materials 0.000 claims abstract description 5
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims abstract description 5
- 150000002739 metals Chemical class 0.000 claims abstract description 5
- 229910052762 osmium Inorganic materials 0.000 claims abstract description 5
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 5
- 229910052703 rhodium Inorganic materials 0.000 claims abstract description 5
- 239000010948 rhodium Substances 0.000 claims abstract description 5
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims abstract description 5
- 150000001879 copper Chemical class 0.000 claims abstract description 4
- 239000008188 pellet Substances 0.000 claims description 7
- 229910001510 metal chloride Inorganic materials 0.000 claims description 5
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000011148 porous material Substances 0.000 claims description 2
- 150000003303 ruthenium Chemical class 0.000 claims description 2
- SDKPSXWGRWWLKR-UHFFFAOYSA-M sodium;9,10-dioxoanthracene-1-sulfonate Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)[O-] SDKPSXWGRWWLKR-UHFFFAOYSA-M 0.000 claims description 2
- 229910001507 metal halide Inorganic materials 0.000 claims 2
- 150000005309 metal halides Chemical group 0.000 claims 2
- 159000000003 magnesium salts Chemical class 0.000 claims 1
- 229910044991 metal oxide Inorganic materials 0.000 claims 1
- 150000004706 metal oxides Chemical class 0.000 claims 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims 1
- CQVDKGFMVXRRAI-UHFFFAOYSA-J Cl[Au](Cl)(Cl)Cl Chemical compound Cl[Au](Cl)(Cl)Cl CQVDKGFMVXRRAI-UHFFFAOYSA-J 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 16
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 16
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 16
- 239000007789 gas Substances 0.000 description 11
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 9
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 8
- 239000006227 byproduct Substances 0.000 description 8
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 6
- 239000012876 carrier material Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 229910052700 potassium Inorganic materials 0.000 description 6
- 229910001361 White metal Inorganic materials 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 229910002091 carbon monoxide Inorganic materials 0.000 description 5
- 239000011777 magnesium Substances 0.000 description 5
- YBCAZPLXEGKKFM-UHFFFAOYSA-K ruthenium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Ru+3] YBCAZPLXEGKKFM-UHFFFAOYSA-K 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000010969 white metal Substances 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- 229910052749 magnesium Inorganic materials 0.000 description 4
- 239000011591 potassium Substances 0.000 description 4
- 239000001103 potassium chloride Substances 0.000 description 4
- 235000011164 potassium chloride Nutrition 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 3
- FDWREHZXQUYJFJ-UHFFFAOYSA-M gold monochloride Chemical compound [Cl-].[Au+] FDWREHZXQUYJFJ-UHFFFAOYSA-M 0.000 description 3
- 229910001629 magnesium chloride Inorganic materials 0.000 description 3
- 229910052761 rare earth metal Inorganic materials 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- AIYUHDOJVYHVIT-UHFFFAOYSA-M caesium chloride Chemical compound [Cl-].[Cs+] AIYUHDOJVYHVIT-UHFFFAOYSA-M 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910001882 dioxygen Inorganic materials 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 150000002910 rare earth metals Chemical class 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000010938 white gold Substances 0.000 description 2
- 229910000832 white gold Inorganic materials 0.000 description 2
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229910000990 Ni alloy Inorganic materials 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 229910001514 alkali metal chloride Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910001617 alkaline earth metal chloride Inorganic materials 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 150000002344 gold compounds Chemical class 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002926 oxygen Chemical class 0.000 description 1
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/138—Halogens; Compounds thereof with alkaline earth metals, magnesium, beryllium, zinc, cadmium or mercury
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the alkali- or alkaline earth metals or beryllium
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/72—Copper
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/08—Halides
- B01J27/122—Halides of copper
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/02—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/15—Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination
- C07C17/152—Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination of hydrocarbons
- C07C17/156—Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination of hydrocarbons of unsaturated hydrocarbons
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/02—Boron or aluminium; Oxides or hydroxides thereof
- B01J21/04—Alumina
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
- B01J23/8933—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/8946—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with alkali or alkaline earth metals
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Abstract
さらに本発明は上記触媒組成物の触媒としての存在下における1,2−ジクロロエタンの製造方法を提供する。
Description
上記金属塩は、触媒組成物が、
a) 銅塩として、3〜12質量%の銅、
b) アルカリ土類金属塩として、0〜3質量%のアルカリ土類金属塩、
c) アルカリ金属塩として、0〜3質量%のアルカリ金属塩、
d) 対応する金属塩又はテトラクロロ金酸として、0.001〜0.1質量%、好ましくは0.005〜0.05質量%の、ルテニウム、ロジウム、パラジウム、オスミウム、イリジウム、及び白金からなる群より選択された1種以上の金属、及び/又は0.0001〜0.1質量%、好ましくは0.001〜0.05質量%の金、
(但し、全ての質量%は担体物質を含む触媒の全質量に対してのものである)
を含むような割合で、担体に施される触媒組成物によって達成されることを見いだした。
以下のように得られた水溶液を担体に含浸させて本発明の触媒組成物を製造した。
本発明の別な触媒組成物を、塩化ルテニウムの代わりに塩化パラジウムを助触媒として使用することを除いては、実施例1と同様の方法で製造して、4.5質量%のCu、1.5質量%のMg、0.4質量%のK、及び0.01質量%のPdを含有する触媒Cを得た。
本発明の別な触媒組成物を、塩化ルテニウムの代わりに金塩化物を助触媒として使用することを除いては、実施例1と同様の方法で製造して、4.5質量%のCu、1.5質量%のMg、0.4質量%のK、及び0.005質量%のAuを含有する触媒Dを得た。
Claims (15)
- 担体上に金属塩の混合物を含む、エチレンのオキシ塩素化反応の触媒組成物であって、
上記金属塩は、触媒組成物が、
a) 銅塩として、3〜12質量%の銅、
b) アルカリ土類金属塩として、0〜3質量%のアルカリ土類金属塩、
c) アルカリ金属塩として、0〜3質量%のアルカリ金属塩、
d) 対応する金属塩又はテトラクロロ金酸として、0.001〜0.1質量%、好ましくは0.005〜0.05質量%の、ルテニウム、ロジウム、パラジウム、オスミウム、イリジウム、及び白金からなる群より選択された1種以上の金属、及び/又は0.0001〜0.1質量%、好ましくは0.001〜0.05質量%の金、
(但し、全ての質量%は担体物質を含む触媒の全質量に対してのものである)
を含むような割合で、担体に施されることを特徴とする触媒組成物。 - 金属塩が各金属の金属ハロゲン化物、金属オキシハロゲン化物、及び金属酸化物、及びテトラクロロ金酸から選択される請求項1に記載の触媒組成物。
- 各金属の金属ハロゲン化物、好ましくは金属塩化物が使用される請求項2に記載の触媒組成物。
- 使用される成分d)がルテニウム塩又は金塩である請求項1〜3のいずれかに記載の触媒組成物。
- 使用される成分b)がマグネシウム塩である請求項1〜4のいずれかに記載の触媒組成物。
- 使用される成分c)がカリウム塩である請求項1〜5のいずれかに記載の触媒組成物。
- 使用される担体が酸化アルミニウムである請求項1〜6のいずれかに記載の触媒組成物。
- 担体が、0.15〜0.75cm3/gの範囲の孔隙容積を有している請求項1〜7のいずれかに記載の触媒組成物。
- 使用される担体の比表面積が20〜400m2/gの範囲にある請求項1〜8のいずれかに記載の触媒組成物。
- 固定床触媒として使用され、端面が外側縁部と中心孔の縁部の両方に湾曲している環状ペレット又は中空シリンダの形状を有している請求項1〜7のいずれかに記載の触媒組成物。
- 請求項1〜10のいずれかに記載の触媒組成物を触媒として存在させ、エチレンのオキシ塩素化反応によって1,2−ジクロロエタンを製造する方法。
- 循環式反応器法である請求項11に記載の方法。
- 触媒が移動床として使用される請求項11又は請求項12に記載の方法。
- 触媒が固定床として使用される請求項11又は請求項12に記載の方法。
- 触媒が、端面が外側縁部と中心孔の縁部の両方に湾曲している環状ペレット又は中空シリンダの形状で、固定床として使用される請求項14に記載の方法。
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DE2002104608 DE10204608A1 (de) | 2002-02-05 | 2002-02-05 | Katalysatorzusammensetzung zur Oxychlorierung |
DE2002136254 DE10236254A1 (de) | 2002-08-07 | 2002-08-07 | Katalysatorzusammensetzung zur Oxychlorierung |
PCT/EP2003/001093 WO2003066214A2 (de) | 2002-02-05 | 2003-02-04 | Katalysatorzusammensetzung zur oxichlorierung |
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JP2008540093A (ja) * | 2005-05-12 | 2008-11-20 | ソルヴェイ(ソシエテ アノニム) | オキシ塩素化触媒及び該触媒を用いる方法 |
JP2010149115A (ja) * | 2008-12-23 | 2010-07-08 | Sud-Chemie Catalysts Italia Srl | エチレンの1,2−ジクロロエタンへの固定床でのオキシ塩素化用の触媒 |
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TWI341218B (en) * | 2005-11-14 | 2011-05-01 | Oxy Vinyls Lp | Catalyst compositions and process for oxychlorination |
EP2198958B1 (en) * | 2008-12-17 | 2017-11-08 | Clariant Prodotti (Italia) SpA | Catalysts for oxychlorination of ethylene to 1.2-dichloroethane |
US20100310441A1 (en) * | 2009-06-05 | 2010-12-09 | Basf Corporation | Catalytic Article for Removal of Volatile Organic Compounds in Low Temperature Applications |
CN102188975B (zh) * | 2011-03-09 | 2013-01-23 | 浙江工业大学 | 一种负载型镍基双组分催化剂及其应用 |
EP2914378B1 (en) * | 2012-11-05 | 2020-05-20 | BASF Corporation | Catalyst for the oxychlorination of ethylene to 1, 2-dichloroethane |
RU2664116C2 (ru) * | 2013-03-15 | 2018-08-15 | ОКСИ ВАЙНИЛЗ, ЭлПи | Катализатор и процесс оксихлорирования этилена до дихлорэтана |
EP3303601B1 (en) * | 2015-05-28 | 2022-05-11 | Evolva SA | Biosynthesis of phenylpropanoids and phenylpropanoid derivatives |
CN105126879B (zh) * | 2015-07-15 | 2018-01-02 | 内蒙古大学 | 一种负载型钙钛矿乙烷氧氯化制氯乙烯催化剂的制备方法 |
CN108144632B (zh) * | 2018-01-22 | 2020-11-03 | 西安元创化工科技股份有限公司 | 一种甲烷氧氯化的二氧化钌催化剂及其制备方法 |
US20230265221A1 (en) * | 2020-07-14 | 2023-08-24 | Sabic Global Technologies B.V. | Catalysts for hydrogenation of aromatic containing polymers and uses thereof |
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Cited By (2)
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JP2008540093A (ja) * | 2005-05-12 | 2008-11-20 | ソルヴェイ(ソシエテ アノニム) | オキシ塩素化触媒及び該触媒を用いる方法 |
JP2010149115A (ja) * | 2008-12-23 | 2010-07-08 | Sud-Chemie Catalysts Italia Srl | エチレンの1,2−ジクロロエタンへの固定床でのオキシ塩素化用の触媒 |
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KR20040073610A (ko) | 2004-08-19 |
EP1474233A2 (de) | 2004-11-10 |
JP2008194691A (ja) | 2008-08-28 |
TWI255736B (en) | 2006-06-01 |
JP4741623B2 (ja) | 2011-08-03 |
RU2004126865A (ru) | 2006-02-10 |
CN1627989A (zh) | 2005-06-15 |
WO2003066214A3 (de) | 2004-02-05 |
EP2314374A1 (de) | 2011-04-27 |
US20060270879A1 (en) | 2006-11-30 |
WO2003066214A2 (de) | 2003-08-14 |
JP4121459B2 (ja) | 2008-07-23 |
AU2003206831A1 (en) | 2003-09-02 |
KR100976897B1 (ko) | 2010-08-18 |
US20050020864A1 (en) | 2005-01-27 |
US7902411B2 (en) | 2011-03-08 |
AU2003206831A8 (en) | 2003-09-02 |
TW200302752A (en) | 2003-08-16 |
US7126035B2 (en) | 2006-10-24 |
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